TRIMETHYLSILYLCYANIDE

CAS: 7677-24-9

Ref. 3H-SIT8585.0

Product Information

• Name: TRIMETHYLSILYLCYANIDE
• Synonyms: TRIMETHYLSILYLNITRILE, Cyanotrimethylsilane, Silane, cyanotrimethyl-, Silylcyanide, Trimethyl-, Trimethylcyanosilane, Trimethylsilanecarbonitrile, Trimethylsilyl cyanide, Trimethylsilyl nitrile, Trimethylsilylcarbonitril, Trimethylsilylcarbonitrile, Trimethylsilylformonitrile, Trimethylsilylnitrile, Trimetilsililcarbonitrilo, Trimethyl Silane Cyanide, TMSCN, Silanecarbonitrile, trimethyl-, Cyanotrimethylsilane~TMSCN

Description

Trimethylsilyl Blocking Agent
Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.
Trimethysilyl Cyanide; Trimethylsilylnitrile; Cyanotrimethylsilane; TMSCN
Releases toxic HCN upon reactionExtremely reactive silylating agent for acids and alcoholsAmines and thiols react more slowly than acids and alcoholsDoes not react with amides, ureas or carbonatesSilylates amino acidsNafion SAC-13 has been shown to be a recyclable catalyst for the trimethylsilylation of primary, secondary, and tertiary alcohols in excellent yields and short reaction timesSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

• Brand: Gelest

Chemical properties

• Molecular weight: 99.21
• Formula: C₄H₉NSi
• Purity: 97%
• Color/Form: Clear To Straw Liquid